Transfer of chiral information from a chiral solvent to a two-dimensional network

Iris Destoop, Andrea Minoia, Oleksandr Ivasenko, Aya Noguchi, Kazukuni Tahara, Tobe Yoshito*, Roberto Lazzaroni, Steven De Feyter

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

Chiral induction in self-assembled monolayers has garnered considerable attention in the recent past, not only due to its importance in chiral resolution and enantioselective heterogeneous catalysis but also because of its relevance to the origin of homochirality in life. Here, we demonstrate the emergence of homochirality in a supramolecular low-density network formed by achiral molecules at the interface of a chiral solvent and an atomically-flat achiral substrate. We focus on the impact of structure and functionality of the adsorbate and the chiral solvent on the chiral induction efficiency in self-assembled physisorbed monolayers, as revealed by scanning tunneling microscopy. Different induction mechanisms are proposed and evaluated, with the assistance of advanced molecular modeling simulations.

Original languageEnglish
Pages (from-to)215-231
Number of pages17
JournalFaraday Discussions
Volume204
DOIs
StatePublished - 1 Jan 2017

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